6-(dichloromethyl)-2-fluoropyridine | 315180-18-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-(dichloromethyl)-2-fluoropyridine
• 英文别名: Pyridine, 2-(dichloromethyl)-6-fluoro-；2-(dichloromethyl)-6-fluoropyridine
• CAS: 315180-18-8
• 化学式: C₆H₄Cl₂FN
• 分子量: 180.009
• InChiKey: JCMVHBVSHLJPLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氟-6-甲基吡啶 在 N-氯代丁二酰亚胺 、 过氧化苯甲酰 作用下， 以 乙腈 为溶剂， 反应 5.17h， 以25%的产率得到6-(dichloromethyl)-2-fluoropyridine
  参考文献：
  名称：

  Efficient Pyridinylmethyl Functionalization:  Synthesis of 10,10-Bis[(2-fluoro-4-pyridinyl)methyl]-9(10H)-anthracenone (DMP 543), an Acetylcholine Release Enhancing Agent

  摘要：

  2-Fluoro-4-methylpyridine (3) is efficiently functionalized by chlorination, hydrolysis and methane-sulfonylation into the novel alkylating agent 7. This mesylate is used for the bisalkylation of anthrone under carefully defined conditions to prepare the cognition enhancer drug candidate 1. This process proceeds in up to 37% overall yield and is adaptable for large scale synthesis.

  DOI：

  10.1021/jo9804339

文献信息

• Efficient Pyridinylmethyl Functionalization:  Synthesis of 10,10-Bis[(2-fluoro-4-pyridinyl)methyl]-9(10<i>H</i>)-anthracenone (DMP 543), an Acetylcholine Release Enhancing Agent
  作者：Jaan A. Pesti、George F. Huhn、Jianguo Yin、Yide Xing、Joseph M. Fortunak、Richard A. Earl

  DOI：10.1021/jo9804339

  日期：2000.11.1

  2-Fluoro-4-methylpyridine (3) is efficiently functionalized by chlorination, hydrolysis and methane-sulfonylation into the novel alkylating agent 7. This mesylate is used for the bisalkylation of anthrone under carefully defined conditions to prepare the cognition enhancer drug candidate 1. This process proceeds in up to 37% overall yield and is adaptable for large scale synthesis.